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Star Legend
Windstar Cruises
Star Legend Sailing Dates and Sailing Calendar
For more information, prices, and detailed day-by-day Star Legend itineraries, please click one of the Star Legend sailing dates below.
Sail Date |
Itinerary Name and Ports |
Duration |
Save to Favorites |
Priced From(per person) |
|---|---|---|---|---|
|
Nov 12, 2026
(Thursday) |
15 Night Ocean Crossing Cruise
From Malaga, Spain to Bridgetown, Barbados Ports: Malaga, Tangier, Casablanca, Madeira, Bridgetown
Special Promotions
|
15 Nights
|
  Add to Favorites |
$5,710
Suite (double occupancy) Includes taxes & feesLearn More |
|
Nov 12, 2026
(Thursday) |
22 Night Star Collector Caribbean Beats and Transatlantic Treats Cruise
From Malaga, Spain to Bridgetown, Barbados Ports: Malaga, Tangier, Casablanca, Madeira, Bridgetown, Anse Mitan, Rodney Bay, Castries, The Pitons, Mayreau, St George's, Bequia, Bridgetown |
22 Nights
|
Add to Favorites |
$7,458
Suite (double occupancy) Includes taxes & feesLearn More |
|
Nov 27, 2026
(Friday) |
7 Night Jewels of the Windward Islands Cruise
From Bridgetown, Barbados to Bridgetown, Barbados Ports: Bridgetown, Anse Mitan, Rodney Bay, Castries, The Pitons, Mayreau, St George's, Bequia, Bridgetown
Special Promotions
|
7 Nights
|
Add to Favorites |
$2,458
Suite (double occupancy) Includes taxes & feesLearn More |
|
Nov 27, 2026
(Friday) |
15 Night Star Collector Captivating Caribbean Cruise
From Bridgetown, Barbados to Oranjestad, Aruba Ports: Bridgetown, Anse Mitan, Rodney Bay, Castries, The Pitons, Mayreau, St George's, Bequia, Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, St George's, Willemstad (Curacao), Oranjestad |
15 Nights
|
Add to Favorites |
$4,768
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 4, 2026
(Friday) |
8 Night Windward Ways and Tobago Cays Cruise
From Bridgetown, Barbados to Oranjestad, Aruba Ports: Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, St George's, Willemstad (Curacao), Oranjestad
Special Promotions
|
8 Nights
|
Add to Favorites |
$2,760
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 4, 2026
(Friday) |
16 Night Star Collector Windward Islands and Spanish New World Cruise
From Bridgetown, Barbados to Fuerte Amador, Panama Ports: Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, St George's, Willemstad (Curacao), Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador |
16 Nights
|
Add to Favorites |
$5,244
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 12, 2026
(Saturday) |
8 Night Panama Canal Cartagena San Blas Islands and More Cruise
From Oranjestad, Aruba to Fuerte Amador, Panama Ports: Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador |
8 Nights
|
Add to Favorites |
$3,612
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 12, 2026
(Saturday) |
16 Night Star Collector Latin America Explorer Cruise
From Oranjestad, Aruba to Puerto Caldera, Costa Rica Ports: Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Punta Leona, Curu Reserve, Playa Flamingo, Puerto Caldera |
16 Nights
|
Add to Favorites |
$6,056
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 20, 2026
(Sunday) |
8 Night Naturally Costa Rica Cruise
From Fuerte Amador, Panama to Puerto Caldera, Costa Rica Ports: Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Punta Leona, Curu Reserve, Playa Flamingo, Puerto Caldera |
8 Nights
|
Add to Favorites |
$3,004
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 28, 2026
(Monday) |
8 Night Costa Rica and Panama Canal Cruise
From Puerto Caldera, Costa Rica to Colon, Panama Ports: Puerto Caldera, Punta Leona, Quepos, Golfo Dulce, Fuerte Amador, Cruising the Panama Canal, San Blas Islands, Colon
Special Promotions
|
8 Nights
|
Add to Favorites |
$3,596
Suite (double occupancy) Includes taxes & feesLearn More |
|
Jan 5, 2027
(Tuesday) |
7 Night Costa Rica and Panama Canal Cruise
From Colon, Panama to Puerto Caldera, Costa Rica Ports: Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Puerto Caldera
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,236
Suite (double occupancy) Includes taxes & feesLearn More |
|
Jan 12, 2027
(Tuesday) |
7 Night Costa Rica and Panama Canal Cruise
From Puerto Caldera, Costa Rica to Colon, Panama Ports: Puerto Caldera, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Cruising the Panama Canal, Colon
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,236
Suite (double occupancy) Includes taxes & feesLearn More |
|
Jan 19, 2027
(Tuesday) |
7 Night Costa Rica and Panama Canal Cruise
From Colon, Panama to Puerto Caldera, Costa Rica Ports: Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Puerto Caldera
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,236
Suite (double occupancy) Includes taxes & feesLearn More |
|
Jan 26, 2027
(Tuesday) |
7 Night Costa Rica and Panama Canal Cruise
From Puerto Caldera, Costa Rica to Colon, Panama Ports: Puerto Caldera, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Cruising the Panama Canal, Colon
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,236
Suite (double occupancy) Includes taxes & feesLearn More |
|
Feb 2, 2027
(Tuesday) |
7 Night Costa Rica and Panama Canal Cruise
From Colon, Panama to Puerto Caldera, Costa Rica Ports: Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Puerto Caldera
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,446
Suite (double occupancy) Includes taxes & feesLearn More |
|
Feb 9, 2027
(Tuesday) |
7 Night Naturally Costa Rica Cruise
From Puerto Caldera, Costa Rica to Fuerte Amador, Panama Ports: Puerto Caldera, Playa Flamingo, Punta Leona, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,344
Suite (double occupancy) Includes taxes & feesLearn More |
|
Feb 9, 2027
(Tuesday) |
13 Night Star Collector Latin America Explorer Cruise
From Puerto Caldera, Costa Rica to Oranjestad, Aruba Ports: Puerto Caldera, Playa Flamingo, Punta Leona, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
Special Promotions
|
13 Nights
|
Add to Favorites |
$8,136
Suite (double occupancy) Includes taxes & feesLearn More |
|
Feb 16, 2027
(Tuesday) |
6 Night Panama Canal Cartagena San Blas Islands and More Cruise
From Fuerte Amador, Panama to Oranjestad, Aruba Ports: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
Special Promotions
|
6 Nights
|
Add to Favorites |
$5,172
Suite (double occupancy) Includes taxes & feesLearn More |
|
Feb 16, 2027
(Tuesday) |
14 Night Star Collector Windward Islands and Spanish New World Cruise
From Fuerte Amador, Panama to Bridgetown, Barbados Ports: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad, Willemstad (Curacao), Bonaire, St George's, Rodney Bay, The Pitons, Mayreau, Bequia, Bridgetown
Special Promotions
|
14 Nights
|
Add to Favorites |
$9,382
Suite (double occupancy) Includes taxes & feesLearn More |
|
Feb 22, 2027
(Monday) |
8 Night Windward Ways and Tobago Cays Cruise
From Oranjestad, Aruba to Bridgetown, Barbados Ports: Oranjestad, Willemstad (Curacao), Bonaire, St George's, Rodney Bay, The Pitons, Mayreau, Bequia, Bridgetown
Special Promotions
|
8 Nights
|
Add to Favorites |
$4,640
Suite (double occupancy) Includes taxes & feesLearn More |
